Crystal structure of N-[(naphthalen-1-yl)carbamo-thio-yl]cyclo-hexa-necarboxamide

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding molecular structure and disorder is crucial for predicting material properties.
• Organic compounds with nitrogen, sulfur, and aromatic systems exhibit diverse chemical behaviors.

Purpose of the Study:

• To elucidate the crystal structure and molecular disorder of the title compound, C18H20N2OS.
• To characterize the conformational preferences and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, dihedral angles, and hydrogen bonding patterns was performed.

Main Results:

• The compound exhibits whole-molecule disorder with a 0.63:0.37 occupancy ratio.
• Both disordered components show a chair conformation for the cyclohexyl ring with an equatorial C-C bond.
• Intramolecular N-H⋯O hydrogen bonds and intermolecular N-H⋯S hydrogen bonds were identified, forming specific ring structures and stabilizing the crystal.

Conclusions:

• The crystal structure of C18H20N2OS is characterized by significant molecular disorder and specific conformational arrangements.
• Intermolecular interactions, including hydrogen bonding and π-π stacking, play a key role in the observed crystal packing.
• The findings provide fundamental insights into the solid-state behavior of this class of organic compounds.